Walking Siena’s medieval streets is a treat, and several excellent guided tours make it even better. The standout “Skip the Line: Siena Duomo and City Walking Tour” gets you straight into the magnificent cathedral while providing expert commentary on the city’s history. For food lovers, the “Walking Tour with Food & Chianti Wine” combines sightseeing with memorable tastings of local specialties and wines – a perfect blend of culture and cuisine.

Most tours run 1.5 to 3 hours, hitting the perfect sweet spot between informative and manageable. The self-guided audio tour option works well for independent travelers who prefer to move at their own pace.

Let’s explore Siena’s best walking tours, rated and reviewed by fellow travelers.

Key Points

  1. Siena offers a variety of walking tour options, including guided tours, self-guided audio tours, and specialized culinary and cultural experiences.

  2. Guided tours provide in-depth knowledge and storytelling from local experts, covering landmarks like the Siena Duomo and Piazza del Campo.

  3. Self-guided audio tours allow visitors to explore Siena’s highlights at their own pace, with informative commentary on the city’s history and architecture.

  4. Culinary tours combine sightseeing with tastings of Siena’s renowned local delicacies, such as Chianti wine, homemade pasta, and gelato.

  5. Tours consistently receive high customer ratings, with praise for exceptional guide expertise, engaging storytelling, and a balanced mix of guided information and free exploration.

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

The “Skip the Line: Siena Duomo and City Walking Tour” offers visitors a comprehensive introduction to the historic city of Siena.

This highly-rated 4.8/5 tour covers the city’s key highlights, including the Basilica of San Domenico, Piazza del Campo, and the iconic Siena Duomo.

With a maximum group size of 30, guests benefit from personalized attention as local guides share in-depth knowledge of Siena’s history, architecture, and culture.

The tour includes skip-the-line access to the Duomo, where visitors can admire works by renowned artists like Donatello and Michelangelo.

While the tour isn’t wheelchair accessible, it’s conveniently located near public transportation.

Travelers praise the guides’ expertise and engaging presentation, making this an informative and enjoyable way to explore Siena.

Read our full review: Skip the Line: Siena Duomo and City Walking Tour Review
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Siena: City Highlights Self-Guided Walking Audio Tour

Siena: City Highlights Self-Guided Walking Audio Tour

For travelers eager to explore Siena at their own pace, the “Siena: City Highlights Self-Guided Walking Audio Tour” offers a convenient and immersive way to discover the city’s most iconic landmarks.

Rated 4.6 out of 5 stars, this self-guided tour allows visitors to uncover Siena’s rich history and cultural gems, including the stunning Siena Cathedral, Palazzo Pubblico, and the renowned Piazza del Campo.

The tour comes with an audio guide that provides informative commentary, enabling travelers to learn about the city’s architecture, traditions, and local insights as they stroll through the charming streets.

With the flexibility to explore at their own rhythm, this self-guided experience is an excellent choice for independent-minded visitors seeking an authentic Sienese adventure.

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Walking Tour of Siena With Food & Chianti Wine

Walking Tour of Siena With Food & Chianti Wine

Travelers seeking an immersive exploration of Siena’s rich culinary and wine heritage will relish the “Walking Tour of Siena With Food & Chianti Wine”.

This highly-rated 2-hour tour takes small groups of up to 12 people on a journey through Siena’s historic streets, complemented by tastings of renowned Chianti Classico wine and a sampling of Tuscan delicacies.

Highlights include homemade pasta, Pecorino cheese, cold cuts, and award-winning gelato.

Led by licensed guides, the tour offers a perfect blend of local insights, history, and epicurean delights.

With a 97% recommendation rate and a Badge of Excellence, this tour provides an unforgettable experience for food and wine enthusiasts visiting Siena.

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Siena: Guided Walking Tour With Cathedral Entry

Siena: Guided Walking Tour With Cathedral Entry

Exploring Siena’s rich history and iconic landmarks is a must for visitors to this enchanting Tuscan city.

The guided walking tour offers a 90-minute immersion into Siena’s past, with stops at must-see attractions like Piazza del Campo, the Palazzo Comunale, and the stunning Cathedral.

Along the way, you’ll learn about the city’s noble families and the legendary Palio horse race.

The tour also includes entrance to the Cathedral, where you can admire the stunning marble floors during the summer months.

With flexible booking options and knowledgeable guides, this tour provides excellent value for money and an engaging experience, making it a top pick for exploring Siena on foot.

Read our full review: Siena: Guided Walking Tour With Cathedral Entry Review
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Discover the Medieval Charm of Siena on a Private Walking Tour

Discover the Medieval Charm of Siena on a Private Walking Tour

Enjoy the medieval charm of Siena on this private walking tour.

With a licensed local guide, you’ll explore iconic landmarks like Piazza del Campo, Basilica of San Domenico, and the Sanctuary of St. Catherine of Siena.

Learn about Siena’s rich history and traditions, including the famous Palio horse race.

Optionally, visit the Cathedral to admire artworks by renowned artists like Michelangelo and Bernini.

The tour is wheelchair and stroller-friendly, and service animals are allowed.

Prepare for varying weather and wear comfortable shoes.

Priced from $157.91 per person, the tour offers free cancellation and flexible booking.

Reviewers praise the guides’ knowledge, enthusiasm, and personalized experiences.

Read our full review: Discover the Medieval Charm of Siena on a Private Walking Tour Review
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Siena: Food and Wine Walking Tour

Siena: Food and Wine Walking Tour

One of the best ways to experience Siena’s rich culinary and wine heritage is through a guided food and wine walking tour.

Siena: From Cloister to Table, Monastery Products offers a 2.5-hour experience that allows visitors to skip the line and explore the local monastery products.

With an optional audio guide, the tour takes you through Siena’s historic center, introducing you to the city’s traditional foods and wines.

Rated 4.5 stars, this immersive experience provides an opportunity to explore Siena’s gastronomic culture and traditions.

Whether you’re a foodie or simply want to savor the flavors of Tuscany, this tour is a must-do activity during your visit to Siena.

Read our full review: Siena: Food and Wine Walking Tour Review
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Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour

Travelers seeking an intimate exploration of Siena’s hidden gems will find the Private Tour: Secret Siena Walking Tour an engaging and customizable experience.

This highly-rated 99% recommended tour provides an insider’s look at the city’s captivating architecture, cultural treasures, and local life. Led by knowledgeable guides, the personalized route focuses on notable sites like the Church of Madonna di Provenzano and Basilica di Santa Maria dei Servi, without entrance fees.

Participants can discover the history of Siena’s 17 contrades and the famous Palio horse race, while enjoying unique photography opportunities and scenic views.

With a moderate fitness level required, the tour is suitable for families and groups seeking an informative and enjoyable way to experience the best of Siena.

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Siena: First Discovery Walk and Reading Walking Tour

Siena: First Discovery Walk and Reading Walking Tour

The Siena: First Discovery Walk and Reading Walking Tour offers visitors an engaging introduction to the city’s captivating history and architectural gems.

Led by knowledgeable guides, this 2-3 hour tour takes participants on a leisurely stroll through Siena’s historic center, highlighting key landmarks like the Siena Cathedral, Palazzo Pubblico, and the iconic Piazza del Campo.

Along the way, guests will explore the city’s rich past, learning about its medieval origins, the influence of the Medicis, and the traditions that continue to shape Siena’s vibrant culture.

With skip-the-line access to select sites, this tour provides an efficient and informative way to discover the best of Siena on foot.

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Secret Siena Walking Tour

Secret Siena Walking Tour

For those seeking a more intimate exploration of Siena’s hidden gems, the Secret Siena Walking Tour offers a captivating experience.

Rated 5.0 based on 8 reviews, this private guided tour takes you on a journey through the city’s lesser-known areas, led by a knowledgeable local guide.

Priced at €210 for up to 6 people, the tour includes museum tickets, food, and drinks, ensuring a well-rounded immersion in Siena’s culture and history.

With a flexible cancellation policy and personalized attention, this walking tour promises a unique perspective, avoiding crowds and providing tailored insights that enhance the overall experience.

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Siena Walking Tour & Gelato Tasting

Siena Walking Tour & Gelato Tasting

Often, visitors to Siena embark on the captivating Siena Walking Tour & Gelato Tasting, a 2-hour exploration that unveils the city’s culinary delights and historical wonders.

This small-group tour, limited to 10 participants, takes guests on a journey through Siena’s iconic landmarks, including the Fortezza Medicea, Piazza San Domenico, and the renowned Piazza del Campo.

Along the way, travelers savor 3 delectable gelato flavors, accompanied by Prosecco, Chianti wine, Pecorino cheese, and other local specialties.

The knowledgeable guide shares fascinating insights into Siena’s myths, legends, and culinary traditions, ensuring an immersive and memorable experience.

With free cancellation and a pay later option, this tour is a must-do for food and history enthusiasts visiting Siena.

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Siena Sightseeing Walking Tour With Food Tastings for Small Groups or Private

Siena Sightseeing Walking Tour With Food Tastings for Small Groups or Private

Siena’s Sightseeing Walking Tour with Food Tastings offers visitors an immersive exploration of the city’s captivating history, culture, and culinary delights.

This 5-star rated tour, available in private or small-group options, takes you on a journey through Siena’s iconic landmarks, including the Piazza del Campo and the Siena Cathedral.

Along the way, you’ll sample local specialties like biscuits, Senese sweets, panini, and a glass of wine. The knowledgeable guides bring the city’s stories to life, catering the experience to your interests.

Whether you’re a food enthusiast or simply seeking an authentic Sienese adventure, this tour promises an unforgettable experience.

With wheelchair accessibility and free cancellation, it’s an ideal choice for most travelers visiting Siena.

Read our full review: Siena Sightseeing Walking Tour With Food Tastings for Small Groups or Private Review
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Siena 2-Hour Walking Tour & Skip-the-Line Duomo Tickets

Siena 2-Hour Walking Tour & Skip-the-Line Duomo Tickets

Explore the captivating history and architectural wonders of Siena on this 2-hour walking tour that includes skip-the-line access to the iconic Duomo. Priced at $41.99 per person, this immersive experience allows you to dive deep into the UNESCO-listed historic center, visiting landmarks like the Basilica di San Domenico and learning about the legendary Palio horse race.

With an expert English-speaking guide, you’ll marvel at the city’s stunning Palazzo Salimbeni and Palazzo Tolomei. The tour’s flexibility, with free cancellation and no upfront payment, makes it a convenient and reliable choice.

Recent reviews praise the engaging storytelling and in-depth knowledge provided by the guides.

Read our full review: Siena 2-Hour Walking Tour & Skip-the-Line Duomo Tickets Review
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Siena: Food and Culture Guided Walking Tour

Siena: Food and Culture Guided Walking Tour

Enjoy Siena’s captivating food and cultural heritage on this guided walking tour. Priced at £63.38 per person, the 2.5-hour experience takes you through the city’s historic center, where you’ll explore narrow alleys, dazzling squares, and medieval palaces.

Visit key sites like the San Domenico Church, Piazza del Campo, and the cathedral, while learning about the renowned Palio horse race. Savor local delicacies, including ricciarelli and an Italian panino, accompanied by a glass of wine or beer.

Though not suitable for those with mobility issues, the tour covers approximately 2 kilometers over medieval cobblestones. Comfortable shoes and rain gear are recommended.

This walking tour operates in all weather conditions, with a children’s menu available for those under 12.

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Siena: The 17 Fantastic Animals Self-guided Walking Tour

Siena: The 17 Fantastic Animals Self-guided Walking Tour

For a captivating self-guided journey through Siena’s whimsical side, embark on the “17 Fantastic Animals” walking tour.

This unique experience leads you through the historic city center, uncovering 17 carved animal statues adorning the buildings. Follow the map and discover creatures like a griffin, lion, and even a dragon.

Along the way, learn about the symbolism and significance of these fantastical beasts in Siena’s rich cultural heritage. The self-guided nature allows you to explore at your own pace, pausing to appreciate the intricate details of these charming architectural elements.

This tour offers an enchanting alternative to traditional sightseeing, revealing Siena’s whimsical side through its captivating animal sculptures.

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Siena : Highlights Private Walking Tour

Siena : Highlights Private Walking Tour

Set out on a captivating private walking tour of Siena and explore the city’s rich culture and traditions.

This 3-hour experience showcases the iconic Piazza del Campo, Palazzo Pubblico, and UNESCO-listed sites like Palazzo Tolomei and Palazzo Salimbeni. You’ll also visit the Basilica of San Domenico, housing the relics of Saint Catherine.

Customize the tour to focus on areas of your interest while benefiting from a knowledgeable local guide‘s insightful commentary.

Conveniently, the tour starts from Viale Curtatone, 15, surrounded by cafes, shops, and cultural landmarks.

With prices from $94.47 per person and flexible cancellation policies, this private walking tour is an excellent way to discover Siena’s Renaissance treasures.

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Siena: Private City Highlights Walking Tour

Siena: Private City Highlights Walking Tour

This private walking tour offers a captivating exploration of Siena’s historic city center.

Led by a certified guide, the 3-hour experience showcases the city’s medieval heritage, including the iconic Piazza del Campo, the Torre Mangia, and the Gothic palaces.

Visitors will enjoy Siena’s rich traditions and uncover the secrets behind the famous Palio horse race.

With flexible booking options and free cancellation up to 24 hours in advance, this tour provides a hassle-free way to discover the city.

Customer reviews praise the exceptional service and in-depth insights provided by the guides.

Comfortable shoes are recommended for this walking tour, which may not be suitable for those with mobility limitations.

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Siena: 2-Hour Private Walking Tour

Siena: 2-Hour Private Walking Tour

Discover Siena’s captivating medieval history and architectural gems on this 2-hour private walking tour. Priced at $272.91 for up to 20 participants, this English or Italian-guided experience showcases the city’s top sites, including the Piazza del Campo and the Duomo square.

You’ll also explore lesser-known medieval neighborhoods with the help of a professional private guide. With free cancellation up to 24 hours in advance and the option to reserve now and pay later, this tour offers convenience and flexibility.

Past guests have praised the guide’s expertise, rating the experience 5/5. Don’t miss the chance to explore Siena’s artistic, religious, and cultural treasures on this immersive walking tour.

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Siena Private Walking Tour

Siena Private Walking Tour

Explore Siena’s captivating medieval heritage on this private walking tour. Priced from $262.41 for up to 15 participants, this 1.5-hour experience delves into the city’s Etruscan, Senones, and Republic-era legacies.

You’ll witness the impact of the Italian Wars and the transition to the Florentine Duchy. Admire stunning 13th-century architecture and sculptures as you stroll through the UNESCO-listed city center.

The local guide will customize the tour to your interests, providing historical insights along the way. With positive reviews highlighting the tour’s depth, it’s an excellent way to learn about Siena’s rich past.

Secure your spot without upfront payment and enjoy free cancellation up to 24 hours in advance.

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Siena: Walking Food Tour With Tastings

Siena: Walking Food Tour With Tastings

Enjoy Siena’s rich culinary heritage on this intimate walking food tour.

Led by a local expert, you’ll explore historic eateries, cafes, and restaurants, sampling an array of authentic Sienese dishes.

Savor specialties like charcuterie, pici pasta, pappa senese, and the iconic ribollita soup. Complement your tasting with a serving of wine, beer, or soft drink.

With a maximum group size of 12, you’ll enjoy a personalized experience as you uncover Siena’s vibrant food culture and local traditions.

The 3-hour tour is available in English and Italian, and features flexible booking options, including a free cancellation policy.

Don’t miss this delicious opportunity to learn about the flavors of Siena.

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Siena: 3h Private City Walking Tour With Optional Cathedral

Siena: 3h Private City Walking Tour With Optional Cathedral

On this 3-hour private walking tour of Siena, guests will embark on an enriching journey through the city’s captivating history and iconic landmarks.

Starting at the Basilica Cateriniana San Domenico, the tour showcases Siena’s UNESCO World Heritage sites, including the Piazza del Campo, Palazzo Pubblico, and Basilica of San Domenico.

Led by knowledgeable local experts fluent in Italian and English, the experience offers the opportunity for personal interaction and a customized experience.

While entry to the Siena Cathedral is optional, the tour still promises photo stops at the city’s most iconic landmarks.

Comfortable shoes are recommended, and a dress code applies for church visits.

With an overall rating of 4.7/5 and positive reviews on guide expertise and value for money, this tour is a must-do for those seeking an in-depth exploration of Siena.

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Frequently Asked Questions

What Are the Best Walking Routes for Older/Disabled Visitors?

For older or disabled visitors, gentle walking routes through Siena’s historic center, with plenty of stops for rest and sightseeing, are ideal. These tours provide accessibility, minimize strain, and allow visitors to fully experience the city’s medieval charm.

Are There Any Discounts or Free Tours Available?

There are several discounted and free walking tours in Siena catered to older and disabled visitors. These include guided tours with reduced admission fees or complimentary options for those with mobility challenges.

How Can I Avoid Large Crowds During Peak Tourist Season?

To avoid large crowds during peak tourist season, consider visiting Siena’s top attractions early in the morning or late afternoon, when fewer visitors are present. You could also opt for lesser-known or off-the-beaten-path walking tours to enjoy a more intimate experience.

Are There Any Specific Sights or Landmarks That Are Wheelchair-Accessible?

Many of Siena’s key landmarks, like the Duomo and Piazza del Campo, are wheelchair-accessible. Visitors should check ahead to ensure access, as some historic sites may have limited accessibility. Guided tours can also help identify the best wheelchair-friendly routes.

Can I Customize the Tour to Focus on My Particular Interests?

Most tour companies in Siena offer custom tour options, allowing you to personalize the experience and focus on your specific interests. This can be a great way to ensure the tour meets your needs, especially if you have mobility concerns.

The Sum Up

Siena offers an array of walking tour options to suit various interests and budgets. Whether you’re looking for a guided tour of the city’s highlights, a deep dive into its medieval charm, or a food-focused experience, there’s a tour to match. With skip-the-line cathedral access and private options available, visitors can tailor their Siena exploration to their preferences for a memorable experience.